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【结 构 式】

【分子编号】28845

【品名】4-(5-chloro-1-benzofuran-2-yl)pyridine

【CA登记号】

【 分 子 式 】C13H8ClNO

【 分 子 量 】229.66536

【元素组成】C 67.99% H 3.51% Cl 15.44% N 6.1% O 6.97%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(IV)

The condensation of 5-chlorosalicyialdehyde (I) with 4-chloromethylpyridine (II) by means of K2CO3 / KI in hot DMF gives 5-chloro-2-[(4-pyridyl)methoxy]benzaldehyde (III), which is cyclized by heating at 300 C to afford 5-chloro-2-(4-pyridyl)benzofurane (IV). Quaternization of (IV) with methyl iodide in hot methanol yields 1-methyl-4-(5-chloro-2-benzofuranyl)pyridinium iodide (V), which is hydrogenated with NaBH4 in methanol giving 5-chloro-2-(1-methyl-1,2,3,6-tetrahydro-4-pyridyl)benzofurane (VI). Finally, this compound is hydrogenated further with H2 over PtO2 in methanol.

1 Bernasconi, R.; Schenker, K. (Novartis Corp.); Anti-depressant benzofuranyl piperidines. CH 592656; CH 605926; DE 2408476; FR 2219781; JP 49117474; JP 58004781; US 210655 .
2 Castaner, J.; Serradell, M.N.; Sercloremine Hydrochloride. Drugs Fut 1986, 11, 2, 126.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 26408 5-chlorosalicylaldehyde; 5-chloro-2-hydroxybenzaldehyde 635-93-8 C7H5ClO2 详情 详情
(II) 10844 4-(Chloromethyl)pyridine 10445-91-7 C6H6ClN 详情 详情
(III) 28844 5-chloro-2-(4-pyridinylmethoxy)benzaldehyde C13H10ClNO2 详情 详情
(IV) 28845 4-(5-chloro-1-benzofuran-2-yl)pyridine C13H8ClNO 详情 详情
(V) 28846 4-(5-chloro-1-benzofuran-2-yl)-1-methylpyridinium iodide C14H11ClINO 详情 详情
(VI) 28847 4-(5-chloro-1-benzofuran-2-yl)-1-methyl-1,2,3,6-tetrahydropyridine C14H14ClNO 详情 详情
Extended Information